Oxidative depolymerization of lignins for producing aromatics: variation of botanical origin and extraction methods

Almada, Cédric Cabral; Kazachenko, Аleksandr S.; Fongarland, Pascal; Perez, Denilson da Silva; Кузнецов, Б. Н.; Djakovitch, Laurent

doi:10.1007/s13399-020-00897-6

Cited by 32 publications

(41 citation statements)

References 143 publications

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“…As previously reported [9,16], this Kraft lignin was characterized using complementary techniques. In addition to elemental analysis (see Table S2), spectroscopic methods allowed one to improve one's knowledge of the structure.…”

Section: Lignin Reactantmentioning

confidence: 97%

“…Kraft lignin used in this study was provided by FCBA. It was isolated from a Pinus pinaster black liquor from paper industry following a reported procedure [9,21]. In short, CO 2 bubbling in the black liquor precipitated lignin by lowering pH from 10 to 8.…”

Section: Lignin Reactantmentioning

confidence: 99%

“…Among the routes for lignin upgrading, we are interested in oxidative depolymerization to produce oxygenated aromatic compounds such as aromatic aldehydes, ketones, and carboxylic acids. This transformation is possible in the absence or presence of catalysts, usually under alkaline conditions giving yields in the 1 to 7% wt range of vanillin, one of the main products, depending on the lignin botanical origin and extraction process [9][10][11][12][13][14]. To try to obtain higher yields of oxygenated aromatics from lignin oxidation, a wide variety of catalysts have been evaluated as homogeneous (enzymatic, bioinspired, organometallics, and metallic salts) and heterogeneous (supported organometallics, perovskites, metal oxides, and supported metal nanoparticles) and have been described in detail in several reviews to which the reader is invited to refer [1,[9][10][11][12][13][14][15].…”

Section: Introductionmentioning

confidence: 99%

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Investigating (Pseudo)-Heterogeneous Pd-Catalysts for Kraft Lignin Depolymerization under Mild Aqueous Basic Conditions

Bourbiaux

Burel

et al. 2021

Catalysts

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Lignin is one of the main components of lignocellulosic biomass and corresponds to the first renewable source of aromatic compounds. It is obtained as a by-product in 100 million tons per year, mainly from the paper industry, from which only 2–3% is upgraded for chemistry purposes, with the rest being used as an energy source. The richness of the functional groups in lignin makes it an attractive precursor for a wide variety of aromatic compounds. With this aim, we investigated the Pd-catalyzed depolymerization of lignin under mild oxidizing conditions (air, 150 °C, and aqueous NaOH) producing oxygenated aromatic compounds, such as vanillin, vanillic acid, and acetovanillone. Palladium catalysts were implemented following different strategies, involving nanoparticles stabilized in water, and nanoparticles were supported on TiO2. Significant conversion of lignin was observed in all cases; however, depending on the catalyst nature and the synthetic methods, differences were observed in terms of selectivity in aromatic monomers, mainly vanillin. All these aspects are discussed in detail in this report, which also provides new insights into the role that Pd-catalysts can play for the lignin depolymerization mechanism.

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Section: Lignin Reactantmentioning

confidence: 97%

Section: Lignin Reactantmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Investigating (Pseudo)-Heterogeneous Pd-Catalysts for Kraft Lignin Depolymerization under Mild Aqueous Basic Conditions

Bourbiaux

Burel

et al. 2021

Catalysts

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“…50 mg) were dissolved in 600 mg of DMSO-d 6 . Selected samples were analyzed with the 31 P NMR technique to quantify the OH groups of PM and OP fraction (150 scans) [50][51][52][53]. 2-chloro-4,4,5,5-tetramethyl-1,3,2-dioxaphospholane (TMDP) is used as phosphytilation agent to quantify the various OH groups (phenol, aliphatic, carboxylic).…”

Section: Methodsmentioning

confidence: 99%

Catalytic Liquefaction of Kraft Lignin with Solvothermal Approach

et al. 2021

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Lignin is a natural biopolymer present in lignocellulosic biomass. During paper pulp production with the Kraft process, it is solubilized and degraded in Kraft lignin and then burned to recover energy. In this paper, the solvolysis of Kraft lignin was studied in water and in water/alcohol mixtures to produce oligomers and monomers of interest, at mild temperatures (200–275 °C) under inert atmosphere. It was found that the presence of alcohol and the type of alcohol (methanol, ethanol, isopropanol) greatly influenced the amount of oligomers and monomers formed from lignin, reaching a maximum of 48 mg·glignin−1 of monomers with isopropanol as a co-solvent. The impact of the addition of various solid catalysts composed of a metal phase (Pd, Pt or Ru) supported on an oxide (Al2O3, TiO2, ZrO2) was investigated. In water, the yield in monomers was enhanced by the presence of a catalyst and particularly by Pd/ZrO2. However, with an alcoholic co-solvent, the catalyst only enhanced the formation of oligomers. Detailed characterizations of the products with FTIR, 31P-NMR, 1H-NMR and HSQC NMR were performed to elucidate the chemical transformations occurring during solvolysis. The nature of the active catalytic specie was also investigated by testing homogeneous palladium catalysts.

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“…Even though O 2 is widely used for lignin depolymerization to phenolics, it can cause ring-opening reactions. However, its oxidant power is lower than other oxidants, being less effective towards C 4 -DCA [ 16 , 36 , 71 , 72 ]. Demesa et al [ 71 ] performed alkali lignin oxidation using O 2 , achieving up to 3 wt% of succinic acid (SA).…”

Section: Oxidative Depolymerization Of Ligninmentioning

confidence: 99%

Added-Value Chemicals from Lignin Oxidation

2021

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Lignin is the second most abundant component, next to cellulose, in lignocellulosic biomass. Large amounts of this polymer are produced annually in the pulp and paper industries as a coproduct from the cooking process—most of it burned as fuel for energy. Strategies regarding lignin valorization have attracted significant attention over the recent decades due to lignin’s aromatic structure. Oxidative depolymerization allows converting lignin into added-value compounds, as phenolic monomers and/or dicarboxylic acids, which could be an excellent alternative to aromatic petrochemicals. However, the major challenge is to enhance the reactivity and selectivity of the lignin structure towards depolymerization and prevent condensation reactions. This review includes a comprehensive overview of the main contributions of lignin valorization through oxidative depolymerization to produce added-value compounds (vanillin and syringaldehyde) that have been developed over the recent decades in the LSRE group. An evaluation of the valuable products obtained from oxidation in an alkaline medium with oxygen of lignins and liquors from different sources and delignification processes is also provided. A review of C4 dicarboxylic acids obtained from lignin oxidation is also included, emphasizing catalytic conversion by O2 or H2O2 oxidation.

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Oxidative depolymerization of lignins for producing aromatics: variation of botanical origin and extraction methods

Cited by 32 publications

References 143 publications

Investigating (Pseudo)-Heterogeneous Pd-Catalysts for Kraft Lignin Depolymerization under Mild Aqueous Basic Conditions

Investigating (Pseudo)-Heterogeneous Pd-Catalysts for Kraft Lignin Depolymerization under Mild Aqueous Basic Conditions

Catalytic Liquefaction of Kraft Lignin with Solvothermal Approach

Added-Value Chemicals from Lignin Oxidation

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